title: A novel pyrazoline-based selective fluorescent probe for detecting reduced glutathione and its application in living cells and serum.
abstract: A new fluorescent probe, N-(4-(1,5-diphenyl-4,5-dihydro-1H-pyrazol-3-yl)phenyl)-2,4-dinitrobenzenesulfonamide (probe 3), was designed and synthesized as a highly sensitive and selective fluorescent probe for recognizing and detecting glutathione among biological thiols in aqueous media. Probe 3 is a nonfluorescent compound. On being mixed with biothiols under neutral aqueous conditions, the 2,4-dinitrobenzenesulfoyl moiety can be cleaved off by glutathione, and the blue emission of the pyrazoline at 464 nm is switched on, with a fluorescence enhancement of 488-fold for glutathione. Furthermore, probe 3 was highly selective for glutathione without interference from some biologically relevant analytes. The detection limit of glutathione was 4.11 × 10(-7) M. The emission of the probe is pH independent in the physiological pH range. Moreover, the probe can be used for fluorescent imaging of cellular glutathione and can be used for detecting glutathione in calf serum.
authors.affiliation: Institute of Organic Chemistry, School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, P.R. China. bxzhao@sdu.edu.cn.
authors.forename: Sheng-Qing
authors.initials: SQ
authors.lastname: Wang
authors.forename: Qing-Hua
authors.initials: QH
authors.lastname: Wu
authors.forename: Hao-Yan
authors.initials: HY
authors.lastname: Wang
authors.forename: Xiao-Xin
authors.initials: XX
authors.lastname: Zheng
authors.forename: Shi-Li
authors.initials: SL
authors.lastname: Shen
authors.forename: Yan-Ru
authors.initials: YR
authors.lastname: Zhang
authors.forename: Jun-Ying
authors.initials: JY
authors.lastname: Miao
authors.forename: Bao-Xiang
authors.initials: BX
authors.lastname: Zhao
mesh_terms: D005456:Fluorescent Dyes / Q000737:chemistry*; D005978:Glutathione / Q000032:analysis*; D006863:Hydrogen-Ion Concentration; D007700:Kinetics; D057230:Limit of Detection; D008856:Microscopy, Fluorescence; D011720:Pyrazoles / Q000737:chemistry*
chemical_list: D005456:Fluorescent Dyes; D011720:Pyrazoles; C031280:pyrazole; D005978:Glutathione